Chester Travel Guide

Tourist Guide

Chester which includes a house and a small town or village
Chester showing a coastal town, boating and a bay or harbour
Chester which includes boating, a bay or harbour and general coastal views
Chester which includes a house
Chester which includes flowers
Stay in a beautiful coastal location that delights with its beaches, islands and waterways. Hike, bike and sail through the picturesque area.

Founded in 1759 during the French and Indian War, Chester is one of the oldest communities on the east coast of Nova Scotia. Escape to the scenic shores of this coastal village to relax on its beaches, to sail across its waterways and to explore the neighboring islands.

With cold winters and wet springs, Chester is more of a summer destination. Find a pretty beach in front of the village, just off Peninsular Road. Dip your feet in the cool water and watch as yachts and trawlers make their way to and from the harbor.

A great way to spend the day is to tour the beautiful islands and waterways of St. Margret’s Bay. Hop aboard the ferry and stop off at Tancook Island. The 50-minute voyage travels to the two parts of the island: Little Tancook and Big Tancook. During your trip you will pass by many of Mahone Bay’s islands and may see porpoises and seals.

Tancook Island has some interesting beaches, including the “fossil beach” near where the ferry docks on Big Island. Hunt for a precious souvenir of millennia-old life frozen in time. Look for crabs, starfish and other marine creatures in rock pools. Hike or bike across the island landscapes and go bird watching on Big Tancook, where more than 70 species of resident and migratory birds can be seen.

Return to Chester and enjoy an evening performance at the Chester Playhouse. The cultural venue presents live theater and music throughout the year. Bring your day to an end at one of the many restaurants that overlook the bay.

Consider planning your trip to coincide with Chester Race Week. The annual sailing regatta takes place around the middle of August and features teams from across North America. In addition to the spectacle on the water, there is live music and a big party at the end of the week.

You can reach Chester by flying into the international airport at Halifax. From here, it’s about a 1-hour drive south to the scenic coastal spot.

Family Home In the Heart of the Village of Chester
Family Home In the Heart of the Village of Chester
Chester
Stay at this vacation home in Chester. Enjoy free WiFi, a garden, and balconies. Popular attractions Tancook Island and St. Stephen's Church are located ...
9.4/10 Exceptional! (20 reviews)
Great Spot
"Awesome time!"

Reviewed on 22 Oct. 2023

Family Home In the Heart of the Village of Chester
Best Western Plus Bridgewater Hotel & Convention Centre
Best Western Plus Bridgewater Hotel & Convention Centre
3.5 out of 5
527 Highway 10 Exit 12, Cookville, NS
The price is AU$199 per night from 17 Apr to 18 Apr
AU$199
includes taxes & fees
17 Apr - 18 Apr
Stay at this 3.5-star business-friendly hotel in Cookville. Enjoy free breakfast, free parking, and room service. Our guests praise the helpful staff and the ...
9.2/10 Wonderful! (843 reviews)
"The room was so clean and comfortable. Beautifully well kept property."

Reviewed on 29 Mar. 2025

Best Western Plus Bridgewater Hotel & Convention Centre
Smugglers Cove Inn
Smugglers Cove Inn
4 out of 5
139 Montague Street, Lunenburg, NS
The price is AU$249 per night from 7 Apr to 8 Apr
AU$249
includes taxes & fees
7 Apr - 8 Apr
Stay at this 4-star hotel in Lunenburg. Enjoy free WiFi, daily housekeeping, and a hair salon. Our guests praise the helpful staff and the clean rooms in our ...
8.8/10 Excellent! (587 reviews)
"Really nice old property. Owners and staff very nice and helpful. Very quiet inn, didn’t hear a sound from other guests. They could use a carpeting upgrade throughout and new, firmer pillows would be great to match the very comfortable bed. All in all a great experience, thank you!"

Reviewed on 29 Mar. 2025

Smugglers Cove Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Family Home In the Heart of the Village of Chester
Family Home In the Heart of the Village of Chester
Chester
Stay at this vacation home in Chester. Enjoy free WiFi, a garden, and balconies. Popular attractions Tancook Island and St. Stephen's Church are located ...
9.4/10 Exceptional! (20 reviews)
Great Spot
"Awesome time!"

Reviewed on 22 Oct. 2023

Family Home In the Heart of the Village of Chester
Moonlight Cottage
Moonlight Cottage
Hubbards
Book a stay at this family-friendly cottage in Northwest Cove. Enjoy patios. Popular attractions Horse Island and Southwest Cove Lake are located nearby.
9.6/10 Exceptional! (6 reviews)
Beautiful
"We loved the spot and would love to stay again!"

Reviewed on 18 Sep. 2024

Moonlight Cottage
Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia
Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia
Hubbards
Book a stay at this beach vacation home in Northwest Cove. Enjoy a beach locale, a garden, and patios. Popular attractions Southwest Cove Lake and Northwest ...
9.8/10 Exceptional! (81 reviews)
Idyllic cottage on the shore
"Bring your groceries and leave your worries behind. This out-of-the-way vacation cottage is a great place to settle in and watch the waves. We spotted seals, eagles and fishing boats gliding past. The road onto the island, with it's twists, turns and one-lane bridge, adds to the charm. The property ..."

Reviewed on 2 Nov. 2024

Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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